When o-hydroxybenzaldehyde is heated with ethanoic anhydride in the presence of sodium ethanoate, compound formed during the reaction is?

Options

A.
B.
C.
D.

Explanation

To solve the question, we need to determine the compound formed when o-hydroxybenzaldehyde is heated with ethanoic anhydride in the presence of sodium ethanoate. Let's break down the steps involved in this reaction.

### Step 1: Identify the Reactants
- The first reactant is **o-hydroxybenzaldehyde**, which has the structure:
\[ \text{C}_6\text{H}_4(\text{OH})(\text{CHO}) \]
where the hydroxyl group (-OH) is at the ortho position relative to the aldehyde group (-CHO).

- The second reactant is **ethanoic anhydride**, which has the structure:
\[ \text{(CH}_3\text{CO)}_2\text{O} \]

- The third reactant is **sodium ethanoate** (sodium acetate), which has the structure:
\[ \text{CH}_3\text{COONa} \]

### Step 2: Formation of the Intermediate
When o-hydroxybenzaldehyde is treated with sodium ethanoate, the hydroxyl group can form a sodium salt:
\[ \text{C}_6\text{H}_4(\text{OH})(\text{CHO}) + \text{CH}_3\text{COONa} \rightarrow \text{C}_6\text{H}_4(\text{O}Na)(\text{CHO}) + \text{H}_2\text{O} \]
This results in the formation of the sodium salt of o-hydroxybenzaldehyde.

### Step 3: Reaction with Ethanoic Anhydride
Next, the sodium salt reacts with ethanoic anhydride. The lone pair of electrons on the oxygen of the sodium salt attacks the carbonyl carbon of ethanoic anhydride, leading to the formation of an acylated product:
\[ \text{C}_6\text{H}_4(\text{O}Na)(\text{CHO}) + \text{(CH}_3\text{CO)}_2\text{O} \rightarrow \text{C}_6\text{H}_4(\text{OCOCH}_3)(\text{CHO}) + \text{NaOH} \]
This results in the formation of o-hydroxybenzaldehyde acetate.

### Step 4: Final Rearrangement
The product formed is unstable due to the negative charge on the electronegative oxygen. Therefore, a rearrangement occurs, leading to the final product:
\[ \text{C}_6\text{H}_4(\text{OCOCH}_3)(\text{CHO}) \rightarrow \text{C}_6\text{H}_4(\text{C=O})(\text{C=CH}_2) \]
This final product can be identified as **o-hydroxybenzaldehyde acetate**.

### Conclusion
The compound formed during the reaction of o-hydroxybenzaldehyde with ethanoic anhydride in the presence of sodium ethanoate is **o-hydroxybenzaldehyde acetate**.